Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | 2C14H22N2O.C6H10O8 |
| Molecular Weight | 678.8134 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H]([C@@H](O)[C@H](O)C(O)=O)[C@@H](O)C(O)=O.CN[C@@H](C)C\C=C\C1=CC(OC(C)C)=CN=C1.CN[C@@H](C)C\C=C\C2=CC(OC(C)C)=CN=C2
InChI
InChIKey=ZWBUMZBKAWZANO-ZPRQNAFRSA-N
InChI=1S/2C14H22N2O.C6H10O8/c2*1-11(2)17-14-8-13(9-16-10-14)7-5-6-12(3)15-4;7-1(3(9)5(11)12)2(8)4(10)6(13)14/h2*5,7-12,15H,6H2,1-4H3;1-4,7-10H,(H,11,12)(H,13,14)/b2*7-5+;/t2*12-;1-,2+,3+,4-/m00./s1
| Molecular Formula | C14H22N2O |
| Molecular Weight | 234.3373 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | C6H10O8 |
| Molecular Weight | 210.1388 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
ISPRONICLINE is a partial agonist at the a4b2 subtype of nicotinic acetylcholine receptors (nAChRs) without interaction with other nAChRs or other receptor systems. It has antidepressant, nootropic, and neuroprotective effects. It progressed to phase II clinical trials for the treatment of dementia and Alzheimer's disease but is no longer under development.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pharmacological effects of nonselective and subtype-selective nicotinic acetylcholine receptor agonists in animal models of persistent pain. | 2010-04 |
|
| Effects of TC-1734 (AZD3480), a selective neuronal nicotinic receptor agonist, on cognitive performance and the EEG of young healthy male volunteers. | 2007-05 |
|
| Effect of ispronicline, a neuronal nicotinic acetylcholine receptor partial agonist, in subjects with age associated memory impairment (AAMI). | 2007-03 |
|
| Pharmacokinetics and safety profile of ispronicline (TC-1734), a new brain nicotinic receptor partial agonist, in young healthy male volunteers. | 2006-07 |
|
| Ispronicline: a novel alpha4beta2 nicotinic acetylcholine receptor-selective agonist with cognition-enhancing and neuroprotective properties. | 2006 |
|
| TC-1734: an orally active neuronal nicotinic acetylcholine receptor modulator with antidepressant, neuroprotective and long-lasting cognitive effects. | 2004 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:12:14 GMT 2025
by
admin
on
Mon Mar 31 21:12:14 GMT 2025
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| Record UNII |
8D17A5988X
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| Record Status |
Validated (UNII)
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| Record Version |
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8D17A5988X
Created by
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252870-54-5
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m6556
Created by
admin on Mon Mar 31 21:12:14 GMT 2025 , Edited by admin on Mon Mar 31 21:12:14 GMT 2025
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PRIMARY | Merck Index | ||
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72941778
Created by
admin on Mon Mar 31 21:12:14 GMT 2025 , Edited by admin on Mon Mar 31 21:12:14 GMT 2025
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |
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